Distribution of substituents in carboxymethyl ethers of cyclomaltoheptaose

✍ Scribed by Jacques Reuben; C. Trinadha Rao; Joseph Pitha

• Publisher: Elsevier Science
• Year: 1994
• Tongue: English
• Weight: 258 KB
• Volume: 258
• Category: Article
• ISSN: 0008-6215
• DOI: 10.1016/0008-6215(94)84094-6

✦ Synopsis

Cyclomaltoheptaose

@-cyclodextrin, @CD) is attracting attention with its remarkable properties of molecular encapsulation (for examples see ref 1). Its solubility in water, however, is somewhat limited: only 18 g (0.0158 mol) per liter. Derivatization, e.g., ether formation, leads to substantial increases in solubility. Thus, O_(carboxymethyl)-&cyclodextrins (CMCD'S) are highly soluble derivatives. CMCDs are prepared by reacting sodium chloroacetate with B-CD in aqueous NaOH, giving a product that is a mixture of cyclic oligomers of partially carboxymethylated a-o-glucopyranose.

The distribution of substituents in Ocarboxymethyl-@zyclodextrins is the subject of this report. We show that the monomer composition of these oligomers can be determined from the 13C NMR spectrum of the hydrolyzed material in a way analogous to that used for the analysis of 0-(carboxymethyl)cellulose

[2].